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Terpyridine-Functionalized Calixarenes: Synthesis,Characterization and Anion Sensing Applications
Authors:Nicola Y. Edwards  David M. Schnable  Ioana R. Gearba-Dolocan  Jenna L. Strubhar
Affiliation:1.Department of Chemistry and Biochemistry, Misericordia University, Dallas, PA 18612, USA; (D.M.S.); (J.L.S.);2.Department of Chemistry, The University of Texas at Austin, Austin, TX 78712, USA;
Abstract:Lanthanide complexes have been developed and are reported herein. These complexes were derived from a terpyridine-functionalized calix[4]arene ligand, chelated with Tb3+ and Eu3+. Synthesis of these complexes was achieved in two steps from a calix[4]arene derivative: (1) amide coupling of a calix[4]arene bearing carboxylic acid functionalities and (2) metallation with a lanthanide triflate salt. The ligand and its complexes were characterized by NMR (1H and 13C), fluorescence and UV-vis spectroscopy as well as MS. The photophysical properties of these complexes were studied; high molar absorptivity values, modest quantum yields and luminescence lifetimes on the ms timescale were obtained. Anion binding results in a change in the photophysical properties of the complexes. The anion sensing ability of the Tb(III) complex was evaluated via visual detection, UV-vis and fluorescence studies. The sensor was found to be responsive towards a variety of anions, and large binding constants were obtained for the coordination of anions to the sensor.
Keywords:calix[4]arene, anion, sensors, lanthanides, fluorescence studies, UV–  vis studies, quantum yields, lifetime measurements
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